Conformations of three heterocyclic perhydro\-pyrrolobenzofurans and polymeric assembly \it via co-operative inter\-molecular C—-H⋅sO hydrogen bonds

Yathirajan, H. S. and Narasegowda, R. S. and Lynch, D. E. and Narasimhamurthy, T. and Rathore, R. S. (2006) Conformations of three heterocyclic perhydro\-pyrrolobenzofurans and polymeric assembly \it via co-operative inter\-molecular C—-H⋅sO hydrogen bonds. Acta Crystallographica Section C, 62 (5). o277-o280. ISSN 2053-2296

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Abstract

In 1-cyclo\-hexyl-6,6,8a-trimethyl-3a,6,7,8a-tetra\-hydro-1\it H-1-benzofuro2,3-{\it b}pyrrole-2,4(3{\it H},5{\it H})-dione, C${\sb 19}$H${\sb 27}$NO${\sb 3}$, (I), and the isomorphous compounds 6,6,8a-trimethyl-1-phenyl-3a,6,7,8a-tetra{\-}hydro-1{\it H}-1-benzofuro2,3-{\it b}pyrrole-2,4(3{\it H},5{\it H})-dione, C${\sb 19}$H${\sb 21}$NO${\sb 3}$, (II), and 6,6,8a-trimethyl-1-(3-pyridyl)-3a,6,7,8a-tetra{\-}hydro-1{\it H}-1-benzofuro2,3-{\it b}pyrrole-2,4(3{\it H},5{\it H})-dione, C${\sb 18}$H${\sb 20}$N${\sb 2}$O${\sb 3}$, (III), the tetra{\-}hydro{\-}benzo{--}dihydro{\-}furo{--}pyrrolidine ring systems are folded at the {\it cis} junction of the five-membered rings, giving rise to a non-planar shape of the tricyclic cores. The dihydro{\-}furan and pyrrolidine rings in (I) are puckered and adopt an envelope conformation. The cyclo{\-}hexene rings adopt a half-chair conformation in all the mol{\-}ecules, while the substituent {\it N}-cyclo{\-}hexyl ring in (I) assumes a chair form. Short intra{\-}molecular C{---}H{$\cdots$}O contacts form {\it S}(5) and {\it S}(6) motifs. The isomorphous compounds (II) and (III) are effectively isostructural, and aggregate into chains {\it via} inter{\-}molecular C{---}H{$\cdots$}O hydrogen bonds.

Item Type:	Article
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	LA manjunath user
Date Deposited:	19 Aug 2019 11:39
Last Modified:	19 Aug 2019 11:39
URI:	http://eprints.uni-mysore.ac.in/id/eprint/6786

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